Process of hydrogenizing organic compounds.



m ents HEINRICH THRON, OF FBANKFOBT-ON-THE-MAIN, GERMANY. ASSIGNOB TO VEREI- NIGTE CHININFABRIKEN ZIMMER 8:. 00.,

c. M. B. n, or rnANKroa'r, GERMANY, A

SOCIETY ORGANIZED UNDER THE LAWS OF GER-MANY.

PROCESS OF HYDROGENIZING ORGANIC COMPQUNDS.

No Drawing.

To all whom it may concern Be it known that I, Hummer-r TnnoN, a subject of the Emperor of Germany. residing at Frankfort-on-the-Main, Germany, have invented certain new and useful Improvein the Processv of llydrogenizing Organic Compounds, of which the following is a specification. v

My invention relates to improvenientshn the process of hydrogenizing organic compounds.

Recently various products have been pro with organic duced by combining hydrogen divided platicompounds by means of finely num metals. compounds which are subjected to the process together with a finely divided metal of the platinum roup or colloidal solutions of the said meta s and hydrogen, until the reqiiired amount of the hydrogen has been taken up by the substance. vI lld-VB'dlS- covered, that the shaking with hydrogen and the apparatus necessary for that may beavoided by treating the saidsubstanceswith a finely divided metal of the platinum group and formic acid. The latter is split by the platinum metals by catalytical act on into carbonic acid and hydrogen, the latter causing the formation of a compound of the platinum metal and hydrogen (hydrid of the platinum metal). By adding to the substances to be hydrogenized formic acid and, for example, palladium black, the development of carbonic acid begins at once,

I while hydrogen is combined with the substances from which the process is started. Thereby hydro-derivates are formed in the most simple way.

Example 1: To parts of quinin bisulfate 100 parts of 2 per cent; formic acid and 0.4 parts of palladium black are added.

The development of carbonic acid begins at once. When it is finished, the liquid which is not found to be stable toward potassium permanganate is filtered off from the palla dium and neutralized under heat with ammonia after diluting the same with water. After cooling hydroquininsulfate is crystallized out.

Specification of Letters Patent.

* is separated This is done' by shaking the Patented Nov. 4, 11913.

Application'filed April 30, 1913. Serial No. 7%,641.

Example 2': To a solution of 1 part of colloidal palladium in 250 parts of 2 per cent. formic, acid parts of quinin-bisulfate are added. After a short time the developinent of carbonic acid begins. While frequently shaking the same the solution gas is finished, and a-test portion is nearly stable toward potassium permanganate in sulfuric acid solution. Thereupon the base by means of soda lye and taken up in ether. When the concentrated etheric crystallized out.

Example 3: To 10 parts of cinnamic acid (C H .CHGH.GOOH) 30 parts of alcohol, and 4 parts of formic acid, palladium black is added which is made'by the process de scribed by Wieland, from 0.5 parts of palladium chlorid (PdCl The mixture is allowed to stand at first at the temperature of'the room, and thereafter at a temperature of from to 60 degrees centigrade, until the development of carbonic acid is finished. Thereupon the liquid is filtered off from the palladium, water is added and the alcohol is distilled off. Ihe hydrocinform is crystallized from benzin;

1. The hereindescribed process of hydrogenizing organic compounds, which consists in treating the substance to be hydrogenized with formic acid and a finely divided metal of the platinum group.

2. lhe hereindescribed process of hydrogenizing organic compounds, which consists in treating the substance to behydrogenized with formic acid and a colloidal solution of a metal of the platinum group.

In testimony whereof I have signed my name to this specification in the presence of two subscribing witnesses.

HEINRICH THRQN.

Witnesses:

JEAN Gama), Cent GRUND.

'is allowed to stand, until the development of solution is allowed to stand, hydroquinin is namic acid which was separated in oily 

